Diethyl 2,3-dibenzoylsuccinate

Base Information

• Chemical Name: Diethyl 2,3-dibenzoylsuccinate
• CAS No.: 4687-38-1
• Molecular Formula: C22H22O6
• Molecular Weight: 382.413
• DSSTox Substance ID: DTXSID601288550
• Nikkaji Number: J1.393.027I
• Mol file: 4687-38-1.mol

Synonyms:Diethyl 2,3-dibenzoylsuccinate;4687-38-1;DTXSID601288550;1,4-Diethyl 2,3-dibenzoylbutanedioate

Chemical Property of Diethyl 2,3-dibenzoylsuccinate

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 382.14163842
• Heavy Atom Count: 28
• Complexity: 507

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(C(C(=O)C1=CC=CC=C1)C(=O)OCC)C(=O)C2=CC=CC=C2

Technology Process of Diethyl 2,3-dibenzoylsuccinate

There total 12 articles about Diethyl 2,3-dibenzoylsuccinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

ethyl 3-oxo-3-phenylpropionate (94-02-0) → diethyl-2,3-dibenzoylsuccinate (4687-38-1)

Guidance literature:

With N-Bromosuccinimide; potassium tert-butylate; In tetrahydrofuran; at 20 ℃;

DOI:10.1080/00397910701578123

Reference yield: 79.0%

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane (423-39-2) + 4-nitrobenzamidine hydrochloride (15723-90-7) + ethyl 3-oxo-3-phenylpropionate (94-02-0) → diethyl-2,3-dibenzoylsuccinate (4687-38-1) + ethyl 2-(4-nitrophenyl)-4-(perfluoropropyl)-6-phenylpyrimidine-5-carboxylate

Guidance literature:

4-nitrobenzamidine hydrochloride; With sodium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Sealed tube;

1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane; ethyl 3-oxo-3-phenylpropionate; In N,N-dimethyl-formamide; at 20 ℃; Irradiation;

DOI:10.1021/acs.orglett.7b00894

Reference yield: 77.0%

α,α-dibromo-2'-methoxyacetophenone (1121543-12-1) + ethyl 3-oxo-3-phenylpropionate (94-02-0) → diethyl-2,3-dibenzoylsuccinate (4687-38-1) + 2-Benzoyl-3-<2-methoxy-benzoyl>-propionsaeureethylester (20709-94-8)

Guidance literature:

ethyl 3-oxo-3-phenylpropionate; With potassium carbonate; In acetonitrile; at 20 ℃; for 0.25h;

α,α-dibromo-2'-methoxyacetophenone; In acetonitrile; at 20 ℃; for 24h; Mechanism;

DOI:10.1016/j.tetlet.2010.07.057

upstream raw materials:

diethyl 2,3-dibenzoylbut-2-enedioate

ethyl 3-oxo-3-phenylpropionate

triphenylphosphine

diethyl meso-2,3-dibromosuccinate

Downstream raw materials:

phenacylacetophenone

ethyl 2,5-diphenylfuran-3-carboxylate

diethyl 2,5-diphenylfuran-3,4-dicarboxylate

threo-2,3-bis-(α-hydroxybenzyl)butane-1,4-diol